Believe it or not: Leonardo DiCaprio has never won an Academy Award despite incredible performances in films like What's Eating Gilbert Grape, Titanic, The Departed, The Aviator, and Django Unchained. In 2013, the man stars in two films--both of which have received Oscar buzz. And in both he plays a 30-something, money-making, super-tailored, party-throwing guy. read more

Michael B. Jordan has built a career out of making grown men weep. At 15, he played Wallace on The Wire, the teen drug dealer whose murder was among the most unbearable of the series' wrenching tragedies. Then fans rooted for him as the troubled East Dillon quarterback in the final seasons of Friday Night Lights, when he stepped in as the emotional center of a show that thrived and survived on audience devotion. But it's his breakout role in Fruitvale Station (in theaters July 26) that finally got him choked up. "I first read the script three times back-to-back-to-back," says the 26-year-old Newark, New Jersey, native. "And I cried every time." read more

How You Know Her: In 2004, after Maggie Gyllenhaal appeared in Vanity Fair's annual Hollywood issue—famous for splashing the brightest up-and-comers across its front cover and predicting who you'll be seeing on big screens near you—the versatile leading lady went the indie-queen route with starring roles in Donnie Darko, Secretary, and Crazy Heart, only occasionally stepping under the big, bright lights to play the blockbuster babe (see: The Dark Knight). read more

When Jimmy Kimmel's not hosting a late-night talk show or collecting an honorary doctorate at the university he attended for just one year (and telling graduation ceremony guests "I worked harder on this speech than... read more